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Direct Synthesis of Imines via Solid State Reactions of Carbamates with Aldehydes

Title
Direct Synthesis of Imines via Solid State Reactions of Carbamates with Aldehydes
Author(s)
Lee, ByeongnoLee, Kyu HyungLim, Byung WookCho, JaeheungNam, WonwooHur, Nam Hwi
Issued Date
2013-02
Citation
Advanced Synthesis and Catalysis, v.355, no.2-3, pp.389 - 394
Type
Article
Author Keywords
aldehydesaminesgrindingiminessolid carbamatessolid state reaction
Keywords
CARBON-DIOXIDECO2 CAPTUREDERIVATIVESREACTIVITYHYDRAZINEFRAMEWORKSCHEMISTRY
ISSN
1615-4150
Abstract
Various solid carbamates were prepared from the reactions of liquid amines with carbon dioxide in an autoclave and these carbamates were used as stable, efficient alternatives for toxic liquid amines. Solid-state grinding of carbamates and aldehydes, using a mortar and pestle, produced imines as the sole products in greater than 97% yields. Complete conversions were generally accomplished within a day at 25 °C without using solvents or additives. Reaction rates were drastically enhanced upon increasing the reaction temperature. In contrast, reactions of aldehydes with liquid amines in the presence of solvent or in neat conditions afforded imines in moderate yields along with by-products. © 2013 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
URI
http://hdl.handle.net/20.500.11750/3266
DOI
10.1002/adsc.201200907
Publisher
Wiley-VCH Verlag
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Appears in Collections:
Department of Physics and Chemistry Biomimetic Materials Laboratory 1. Journal Articles

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